EP1738744B1 - Skin-friendly insect repellent - Google Patents
Skin-friendly insect repellent Download PDFInfo
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- EP1738744B1 EP1738744B1 EP06116031A EP06116031A EP1738744B1 EP 1738744 B1 EP1738744 B1 EP 1738744B1 EP 06116031 A EP06116031 A EP 06116031A EP 06116031 A EP06116031 A EP 06116031A EP 1738744 B1 EP1738744 B1 EP 1738744B1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/02—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings containing insect repellants
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
Definitions
- the present invention relates to a cosmetic preparation comprising one or more repellent active ingredients having a vapor pressure of at least 3.2 10 -4 hPa at 20 ° C. and one or more substances having a log P value of from -2.5 to +2, 5th
- Insect repellents are preparations that are used externally to repel and / or expel insects, as well as ticks and mites, and to prevent them from becoming active on the skin. Insect repellents are intended to protect the skin from nuisance by blood sucking or biting insects and other parasites and / or pests by repelling them before settling on the skin. Accordingly, the agents do not act as contact poisons, but only as a repellent, as they do not kill the animals, but merely drive them away.
- insect repellent is to be understood not only those preparations which are effective against insects (especially mosquitoes). Rather, it will be understood that what has been said below also applies to such preparations which repel or expel other blood-sucking or biting parasites and / or pests (e.g., spiders, fleas, mites), though this may not be mentioned on a case-by-case basis.
- insect repellents such as aniseed oil, bergamot oil, birchwood tar, camphor oil, citronella oil, eucalyptus oil, geranium oil, pine oils, coconut oil, lavender oil, nutmeg oil, clove oil, orange blossom oil, peppermint oil, pollen oil (pennyroyal oil), Pyrethrum, thyme oil and cinnamon oil.
- repellent agents belong to the classes of amides, alcohols, esters and ethers.
- a modern repellent active ingredient is, for example, the 1-piperidinecarboxylic acid 2- (2-hydroxyethyl) -1-methylpropyl ester (INN: icaridine, CAS number: 119515-38-7, Elincs number: 423-210-8), which is the following structure and at 20 ° C has a vapor pressure of 3.4 10 -4 hPa.
- 1-Piperidinecarboxylic acid 2- (2-hydroxyethyl) -1-methylpropyl ester is considered to be a particularly effective repelient agent.
- prior art insect repellants formulated with 1-piperidinecarboxylic acid 2- (2-hydroxyethyl) -1-methylpropyl ester have a number of disadvantages.
- the active ingredient in preparations which are to act against ticks or the aggressive Anopheles mosquito, the active ingredient must be used in high concentrations (up to 20% by weight of the preparation) in order to be sufficiently effective in use for a limited time.
- the preparations of the prior art have at such high use concentrations the disadvantage, especially in people with sensitive or prone to allergies skin not to be particularly compatible and to lead in some cases to skin irritation.
- the resulting sample is examined for purity by means of thin-layer chromatography, since even slight impurities have a strong effect on the extinction and thus on the extinction-determined Log P value.
- a standard solution (usually 10 -4 M) is then prepared in the respective buffer (volumetric flask), which is used in the shaking experiment as well as the standard for the UV measurement
- the standard solution should have an absorbance of between 0.25 and 1.0 at maximum.
- a third option - and also the method of choice - offers a special shaking apparatus.
- Here can be clamped with each 2 (3) ml of octanol and water (or buffer) filled closable centrifuge tubes and for at least 20 min. be shaken. Thereafter, the centrifugation step described above follows again.
- log P value can be calculated by the method of "Hansch and Leo" published in 1979.
- the Hansch and Leo methods include deduced fragment constants f (atoms or atomic groups) and structure factors F (take into account the spatial arrangement of the molecule).
- the f and F values were derived from hundreds of known compounds. With the fragment values f it must be distinguished whether they are bound to aliphatic or aromatic C atoms. In addition, another 14 structural parameters that provide information on molecular mobility must be considered.
- the Zuberitung invention is characterized in that the cosmetic preparation repellent active ingredients with a vapor pressure of at least the cosmetic preparation repellent agents having a vapor pressure of at least 3.2 10 -4 hPa at 20 ° C in a total concentration of 1 to 40% by weight and preferably in a total concentration of 10 to 20% by weight, based in each case on the total weight of the preparation.
- the preparation according to the invention is characterized in that the cosmetic preparation substances having a log P value of -2.5 to +2.5 in a total concentration of 0.1 to 20 weight -% and preferably in one Total concentration of 1 to 10% by weight, based in each case on the total weight of the preparation contains.
- Advantageous embodiments of the present invention are characterized in that the preparation according to the invention, characterized in that the weight ratio of the total amount of repellent agents having a vapor pressure of at least 3.2 ⁇ 10 -4 hPa at 20 ° C to the total amount of substances with a log P value of -2.5 to + 2.5 from 20: 1 to 1: 1 and preferably from 10: 1 to 2: 1.
- one or more compounds selected from the group C5-C10 alkyl alcohols and branched alcohols are used as substances having a log P value of from about 2.5 to about 2.5.
- Particularly preferred according to the invention is the use of C5-C10 alkyl alcohols as substance with a log P value of -2.5 to +2.5.
- the cosmetic preparation according to the invention is advantageously characterized in that the preparation is in the form of an aqueous or aqueous-alcoholic solution, an emulsion (W / O, OIW, W / S, S / W or multiple emulsion), a dispersion, a Pickering® Emulsion is present. That's it preferred according to the invention if the cosmetic preparation is in the form of an emulsion.
- the preparation may advantageously be present in the form of a low-viscosity, sprayable aqueous or aqueous-alcoholic solution, in the form of a gel, as an ointment, cream or lotion (if desired sprayable).
- the preparation can advantageously also be used as a spray or as a soaking medium for a plaster or cloth. Therefore, plasters and wipes are impregnated with the preparation according to the invention, according to the invention.
- the aqueous phase of the preparations according to the invention may advantageously contain customary cosmetic auxiliaries, for example alcohols, in particular those of low C number, preferably ethanol and / or isopropanol, diols or polyols of low C number and their ethers, preferably propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products, polymers, foam stabilizers, electrolytes, self-tanning agents, and in particular one or more thickening agents, which may be advantageously selected from the group of silicon dioxide, aluminum silicates, Polysaccharides or their derivatives, for.
- customary cosmetic auxiliaries for example alcohols, in particular those of low C number, preferably ethanol and / or isopropanol, diols or polyols of
- hyaluronic acid xanthan gum, hydroxypropylmethylcellulose, particularly advantageous from the group of polyacrylates, preferably a polyacrylate from the group of so-called carbopols, for example Carbopols types 980, 981, 1382, 2984, 5984, each individually or in combination.
- carbopols for example Carbopols types 980, 981, 1382, 2984, 5984, each individually or in combination.
- Any oil phase present may contain all conventional ingredients of oil, fat and wax components used in cosmetics.
- emulsifiers it is possible to use all emulsifiers and emulsifier systems known from cosmetics.
- the preparation according to the invention may contain other cosmetic active ingredients and care substances, for example the UV light protection filters authorized according to the Cosmetics Ordinance, and preservatives or preserving aids.
- active ingredients may advantageously be present in concentrations of 0.01 to 30% by weight, based on the total weight of the preparation in this.
- niacinamide, panthenol, aloe vera, Hammamelis extract, polidocanol, vitamin E, vitamin E derivatives, vitamin A, vitamin A derivatives, vitamin C, vitamin C derivatives, coenzyme Q10, creatine, taurine, alphaglycosylrutin can be used as further care substances and / or in concentrations of 0.1 to 30% by weight, based on the total weight of the preparation.
- the preparation according to the invention particularly preferably contains alpha-hydroxy acids and / or salts thereof as further constituents.
- Lactic acid / lactates or citric acid / citrates are preferably used according to the invention in a concentration of 0.01% to 5% by weight, based on the total weight of the preparation.
- the cosmetic preparation according to the invention is free from parabens.
- the packaging according to the invention is advantageously present in the form of a tube or a plastic bottle.
- Plastic bottles are inventively preferred.
- An embodiment which is particularly preferred according to the invention represents plastic bottles with an attached pump dispenser with which the preparation according to the invention can be conveyed from the packaging material and, if necessary, sprayed.
- high density polyethylene i. High density polyethylene (HDPE according to DIN 7728, Tl. 1, 01/1988).
Abstract
Description
Die vorliegende Erfindung betrifft eine kosmetische Zubereitung enthaltend einen oder mehrere Repellent-Wirkstoffe mit einem Dampfdruck von mindestens 3,2 10-4 hPa bei 20 °C und eine oder mehrere Substanzen mit einem log P-Wert von -2,5 bis +2,5.The present invention relates to a cosmetic preparation comprising one or more repellent active ingredients having a vapor pressure of at least 3.2 10 -4 hPa at 20 ° C. and one or more substances having a log P value of from -2.5 to +2, 5th
Insektenabwehrmittel (Insektenvertreibungsmittel, Insektenschutzmittel, Repellentien, Repellents) sind Präparate, die zur Abwehr und/oder Vertreibung von Insekten, aber auch Zecken und Milben äußerlich angewendet werden und verhindern sollen, dass diese auf der Haut aktiv werden. Insektenabwehrmittel sollen die Haut vor Belästigung durch Blut saugende oder beißende Insekten und andere Parasiten und/oder Lästlinge schützen, indem sie diese abwehren, bevor sie sich auf der Haut niederlassen. Die Mittel wirken dementsprechend nicht als Kontaktgifte, sondern nur als Abwehrmittel, da sie die Tiere nicht töten, sondern lediglich vertreiben.Insect repellents (insect repellents, insect repellents, repellents, repellents) are preparations that are used externally to repel and / or expel insects, as well as ticks and mites, and to prevent them from becoming active on the skin. Insect repellents are intended to protect the skin from nuisance by blood sucking or biting insects and other parasites and / or pests by repelling them before settling on the skin. Accordingly, the agents do not act as contact poisons, but only as a repellent, as they do not kill the animals, but merely drive them away.
Demgemäß sind im Sinne der vorliegenden Erfindung unter dem Begriff "Insektenschutzmittel" nicht nur solche Präparate zu verstehen, die gegen Insekten (insbesondere Mücken) wirksam sind. Vielmehr gilt das nachstehend Gesagte selbstverständlich auch für solche Präparate, die andere Blut saugende oder beißende Parasiten und/oder Lästlinge (z.B. Spinnen, Flöhe, Milben) abwehren oder vertreiben, auch wenn dies im Einzelfall nicht erwähnt sein mag.Accordingly, for the purposes of the present invention, the term "insect repellent" is to be understood not only those preparations which are effective against insects (especially mosquitoes). Rather, it will be understood that what has been said below also applies to such preparations which repel or expel other blood-sucking or biting parasites and / or pests (e.g., spiders, fleas, mites), though this may not be mentioned on a case-by-case basis.
Schon seit Urzeiten werden die Menschen von stechenden oder beißenden Insekten oder anderen Parasiten geplagt. Dementsprechend alt ist das Bedürfnis der Menschheit nach Insektenabwehrmitteln. Eine schon seit der Frühgeschichte bekannte Methode, lästigen oder schädlichen Insekten ihren Aufenthalt in der Nähe des Menschen unattraktiv oder unangenehm zu machen, ist das Anzünden von Feuern mit aromatisch oder streng riechenden Kräutern oder Hölzern und starker Rauchentwicklung. Auch die Behandlung der Haut mit stark riechenden Substanzen zur Abwehr von Insekten ist bereits seit der Antike bekannt. Um die letzte Jahrhundertwende war eine Reihe natürlicher etherischer Öle als Insektenabwehrmittel im Gebrauch, so beispielsweise Anisöl, Bergamottöl, Birkenholzteer, Campher, Citronellöl, Eucalyptusöl, Geraniumöl, Kiefernöle, Kokosnußöl, Lavendelöl, Muskatnußöl, Nelkenöl, Orangenblütenöl, Pfefferminzöl, Poleiöle (Pennyroyalöl), Pyrethrum, Thymianöl und Zimtöl.Since time immemorial people are plagued by stinging or biting insects or other parasites. Accordingly old is the need of humanity for insect repellents. A method known from early history to make annoying or harmful insects their stay near the man unattractive or unpleasant is the lighting of fires with aromatic or strongly smelling herbs or woods and heavy smoke. Even the treatment of the skin with strong-smelling substances to repel insects has been known since ancient times. At the turn of the last century, a number of natural essential oils were in use as insect repellents, such as aniseed oil, bergamot oil, birchwood tar, camphor oil, citronella oil, eucalyptus oil, geranium oil, pine oils, coconut oil, lavender oil, nutmeg oil, clove oil, orange blossom oil, peppermint oil, pollen oil (pennyroyal oil), Pyrethrum, thyme oil and cinnamon oil.
Wegen ihrer trotz intensiven Geruchs unzureichenden Wirksamkeit und ihrer zum Teil mangelnden Verträglichkeit in höheren Konzentrationen wurden diese Stoffe in heutigen Insektenabwehrmitteln weitgehend durch besser wirksame synthetische Substanzen verdrängt. Es handelt sich dabei überwiegend um hoch siedende Flüssigkeiten oder niedrig schmelzende bzw. sublimierende kristalline Stoffe, die bei Raumtemperatur langsam verdampfen. Die meisten Repellent-Wirkstoffe gehören den Stoffklassen der Amide, Alkohole, Ester und Ether an.Because of their insufficient despite intense odor efficacy and their sometimes lacking compatibility in higher concentrations, these substances have been largely replaced in today's insect repellent by better-acting synthetic substances. These are predominantly high-boiling liquids or low-melting or subliming crystalline substances which slowly evaporate at room temperature. Most repellent agents belong to the classes of amides, alcohols, esters and ethers.
Ein moderner Repellent-Wirkstoff ist beispielsweise der 1-Piperidincarboxylsäure 2-(2-hydroxyethyl)-1-methylpropylester (INN: Icaridin, CAS-Nummer: 119515-38-7, Elincs-Nummer: 423-210-8), der die folgende Struktur
Es war daher die Aufgabe der vorliegenden Erfindung, kosmetische Zubereitungen mit einem Gehalt an 1-Piperidincarboxylsäure 2-(2-hydroxyethyl)-1-methylpropylester zu entwickeln, die besonders hautfreundlich und hautverträglich sind, und ein reduziertes Hautreizungspotential aufweisen.It was therefore the object of the present invention to develop cosmetic preparations containing 1-piperidinecarboxylic acid 2- (2-hydroxyethyl) -1-methylpropyl ester, which are particularly skin-friendly and hypoallergenic, and have a reduced skin irritation potential.
Überraschend gelöst wird die Aufgabe durch ein Packmittel aus Polyethylen hoher Dichte (HDPE), enthaltend eine kosmetische Zubereitung enthaltend
- a) 1-Piperidincarboxylsäure 2-(2-hydroxyethyl)-1-methylpropylester (INN: Icaridin) und
- b) eine oder mehrere Substanzen mit einem log P-Wert von -2,5 bis +2,5, gewählt aus der Gruppe mehrwertige Alkohole, lineare Alkohole, verzweigte Alkohole, C5-C10 Alkylalkohole, Polyglycerine.
- a) 1-Piperidinecarboxylic acid 2- (2-hydroxyethyl) -1-methylpropyl ester (INN: icaridin) and
- b) one or more substances having a log P value from -2.5 to +2.5, selected from the group of polyhydric alcohols, linear alcohols, branched alcohols, C5-C10 alkyl alcohols, polyglycerols.
Zwar kennt der Stand der Technik die
Ob eine Substanz einen log P-Wert von -2,5 bis +2,5 aufweist, lässt sich erfindungsgemäß mit der folgenden Messmethode bestimmen:
- Der Verteilungskoeffzient Log P ist der Quotient der Konzentrationen einer Substanz in der Wasserphase bzw. der Octanolphase nach Einstellung des Verteilungsgleichgewichtes. Die analytische Bestimmung der Konzentrationen wird meist UV-spektroskopisch durchgeführt.
- Der Octanol//Wasser-Verteilungskoeffizient (P) einer Substanz "A" ist definiert als
(Gleichung 1):
Log P > 0 => Substanz löst sich besser in Octanol
Log P <0 => Substanz löst sich besser in Wasser
- The distribution coefficient Log P is the quotient of the concentrations of a substance in the water phase or the octanol phase after adjustment of the distribution equilibrium. The analytical determination of the concentrations is usually carried out by UV spectroscopy.
- The octanol // water partition coefficient (P) of a substance "A" is defined as
(Equation 1):
Log P> 0 => Substance dissolves better in octanol
Log P <0 => Substance dissolves better in water
Es können auch direkt die Extinktionen der UV-spektroskopischen Konzentrationsbestimmung in die Gleichung eingesetzt werden. Bei einem Volumenverhältnis Octanol/Wasser 1/1 gilt (Gleichung 2):
E0 = Extinktion Maßlösung: E1 = Extinktion der Probe in Wasser ( Maßlösung in Wasser)It is also possible to directly insert the extinctions of the UV spectroscopic concentration determination into the equation. At a octanol / water 1/1 volume ratio (Equation 2):
E 0 = extinction standard solution: E 1 = absorbance of the sample in water (standard solution in water)
Geräte: Maßkolben für Standardlösung (20-100ml), DC-Kammer (klein), DC-Platten-Alugram, 5 Schütteltrichter, Klemme, Stativring, Zentrifuge, Zentrifugengläser, UV-Spectrometer, Quarzküvetten (1 cm).
Chemikalien: Octanol, Wasser dest., SubstanzEquipment: standard solution (20-100 ml), DC (small), DC plate aluminum grinder, 5 funnel, clamp, tripod ring, centrifuge, centrifuge tubes, UV spectrometer, quartz cuvettes (1 cm).
Chemicals: octanol, dist. Water, substance
Die erhaltene Probe wird mittels Dünnschichtchromatographie auf ihre Reinheit untersucht, da schon geringe Verunreinigungen eine starke Auswirkung auf die Extinktion und damit auf den mit Hilfe der Extinktion ermittelten Log P-Wert haben.The resulting sample is examined for purity by means of thin-layer chromatography, since even slight impurities have a strong effect on the extinction and thus on the extinction-determined Log P value.
Es wird danach eine Standardldsung (in der Regel 10-4 M) in dem jeweiligen Puffer hergestellt (Maßkolben), die im Ausschüttelexperiment als auch als Standard für die UV-Messung benutzt wirdA standard solution (usually 10 -4 M) is then prepared in the respective buffer (volumetric flask), which is used in the shaking experiment as well as the standard for the UV measurement
Es wird ein UV-Spektrum der Standardlösung aufgenommen (200nm - 300nm Scanmodus).A UV spectrum of the standard solution is recorded (200nm - 300nm scan mode).
Die Standardlösung sollte bei der Messung im Maximum eine Extinktion zwischen 0,25 und 1,0 aufweisen.The standard solution should have an absorbance of between 0.25 and 1.0 at maximum.
Ist dies nicht der Fall, ist entsprechend zu verdünnen.If this is not the case, dilute accordingly.
15 ml der Maßlösung werden mit 15 ml des entsprechenden, fehlenden Lösungsmittels in einen Schütteltrichter gefüllt (Volumenverhältnis organische Phase / wässrige Phase, 1/1) und 15 - 20 min. gleichmäßig geschüttelt. Zur Komplettierung der Phasentrennung wird 20 min bei 2500-3000 rpm zentrifugiert.15 ml of the standard solution are filled with 15 ml of the appropriate, missing solvent in a separatory funnel (volume ratio organic phase / aqueous phase, 1/1) and 15 - 20 min. shaken evenly. To complete the phase separation is centrifuged at 2500-3000 rpm for 20 min.
Alternativ kann das Schütteln der Probe in 2ml-Eppendorfcaps erfolgen. Hierzu werden 1 ml der Maßlösung und 1ml des fehlenden Lösungsmittels 15 - 20 min. in einem "2ml-Eppi' in einem speziellen Schüttler durchmischt, vervollständigt wird die Trennung der beiden Phasen wiederum durch Zentrifugation.Alternatively, shake the sample in 2 ml eppendorf caps. For this purpose, 1 ml of the standard solution and 1 ml of the missing solvent for 15 - 20 min. in a '2ml-eppi' mixed in a special shaker, the separation of the two phases is completed by centrifugation.
Ein dritte Möglichkeit - und auch die Methode der Wahl - bietet eine spezielle Schüttelapparatur. Hier können mit je 2 (3) ml Octanol und Wasser (bzw. Puffer) befüllte verschließbare Zentrifugenröhrchen eingespannt und für mindestens 20 min. geschüttelt werden. Danach schließt sich wieder der oben beschriebene Zentrifugationschritt an.A third option - and also the method of choice - offers a special shaking apparatus. Here can be clamped with each 2 (3) ml of octanol and water (or buffer) filled closable centrifuge tubes and for at least 20 min. be shaken. Thereafter, the centrifugation step described above follows again.
Während der Zentrifugation wird die Maßlösung noch einmal gegen das entsprechende Lösungsmittel UV-spektroskopisch vermessen ( Wert = E0 ). Nach Beendigung der Zentrifugation werden gleiche Mengen (Volumen) aus der Wasser bzw. Octanolphase entnommen und gegen das entsprechende Lösemittel UV-spektroskopisch vermessen. Die erhaltenen Extinktionen können direkt zur Bestimmung des Verteilungskoeffizienten benutzt werden ( s. Gleichung (2)).During the centrifugation, the standard solution is again measured against the corresponding solvent by UV spectroscopy (value = E 0 ). After completion of the centrifugation equal amounts (volume) are removed from the water or octanol phase and measured against the corresponding solvent by UV spectroscopy. The extinctions obtained can be used directly to determine the distribution coefficient (see equation (2)).
Darüber hinaus kann der log P-Wert nach der Methode von "Hansch und Leo", die 1979 veröffentlicht worden ist, berechnet werden.In addition, the log P value can be calculated by the method of "Hansch and Leo" published in 1979.
Die Hansch und Leo Methode beinhaltet hergeleitete Fragmentkonstanten f (Atome oder Atomgruppen) und Strukturfaktoren F (berücksichtigen die räumliche Anordnung des Moleküls Die Berechnung der Verteilungskonstante log Kow verläuft nach Gleichung:
Die f- und F-Werte wurden hergeleitet aus Hunderten von bekannten Verbindungen. Bei den Fragmentwerten f muss unterschieden werden, ob sie an aliphatische oder aromatische C Atome gebunden sind. Zusätzlich müssen noch weitere 14 Strukturparameter, die Auskunft über die molekulare Beweglichkeit geben, in Betracht gezogen werden.The f and F values were derived from hundreds of known compounds. With the fragment values f it must be distinguished whether they are bound to aliphatic or aromatic C atoms. In addition, another 14 structural parameters that provide information on molecular mobility must be considered.
- Seydel, Schaper, Chemische Struktur und biologische Aktivität von Wirkstoffen, 1979, Verlag: Chemie WeinheimSeydel, Schaper, Chemical structure and biological activity of active ingredients, 1979, Verlag: Chemie Weinheim
- Strategy of Drug Design: A guide to biological Activity, Purcell, Bass, Clayton, 1973, J. Wiley and SonsStrategy of Drug Design: A Guide to Biological Activity, Purcell, Bass, Clayton, 1973, J. Wiley and Sons
-
Rekker, Mannhold, Calculation of Drug Lipophilicity, 1992, Verlag Chemie WeinheimRekker, Mannhold, Calculation of Drug Lipophilicity, 1992, Verlag Chemie Weinheim -
Kubiny, H.; QSAR: Hansch Analyses and Related Approaches, Vol 1, Kap. 4.5 Brehm, O., Ohlmeyer, I. and Fels, G.; Automatisierte pKa- und logP-Bestimmung. GIT Labor-Fachzeitschrift, 1997, 41, 368-374 Kubiny, H .; QSAR: Hansch Analyzes and Related Approaches, Vol. 1, chap. 4.5 Brehm, O., Ohlmeyer, I. and Fels, G .; Automated pKa and logP determination. GIT Laboratory Journal, 1997, 41, 368-374
Es ist vorteilhaft im Sinne der vorliegenden Erfindung, wenn die erfindungsgemäße Zuberitung dadurch gekennzeichnet ist, dass die kosmetische Zubereitung Repellent-Wirkstoffe mit einem Dampfdruck von mindestens die kosmetische Zubereitung Repellent-Wirkstoffe mit einem Dampfdruck von mindestens 3.2 10-4 hPa bei 20 °C in einer Gesamtkonzentration von 1 bis 40 Gewichts-% und bevorzugt in einer Gesamtkonzentration von 10 bis 20 Gewichts-%, jeweils bezogen auf das Gesamtgewicht der Zubereitung, enthält.It is advantageous for the purposes of the present invention, when the Zuberitung invention is characterized in that the cosmetic preparation repellent active ingredients with a vapor pressure of at least the cosmetic preparation repellent agents having a vapor pressure of at least 3.2 10 -4 hPa at 20 ° C in a total concentration of 1 to 40% by weight and preferably in a total concentration of 10 to 20% by weight, based in each case on the total weight of the preparation.
Des weiteren ist es vorteilhaft im Sinne der vorliegenden Erfindung, wenn die erfindungsgemäße Zubereitung dadurch gekennzeichnet ist, dass die kosmetische Zubereitung Substanzen mit einem log P-Wert von -2,5 bis +2,5 in einer Gesamtkonzentration von 0,1 bis 20 Gewichts-% und bevorzugt in einer Gesamtkonzentration von 1 bis 10 Gewichts-%, jeweils bezogen auf das Gesamtgewicht der Zubereitung, enthält.Furthermore, it is advantageous for the purposes of the present invention, when the preparation according to the invention is characterized in that the cosmetic preparation substances having a log P value of -2.5 to +2.5 in a total concentration of 0.1 to 20 weight -% and preferably in one Total concentration of 1 to 10% by weight, based in each case on the total weight of the preparation contains.
Vorteilhafte Ausführungsformen der vorliegenden Erfindung sind dadurch gekennzeichnet, dass die erfindungsgemäße Zubereitung, dadurch gekennzeichnet ist, dass das Gewichtsverhältnis der Gesamtmenge an Repellent-Wirkstoffen mit einem Dampfdruck von mindestens 3,2 ˙ 10-4 hPa bei 20 °C zur Gesamtmenge an Substanzen mit einem log P-Wert von -2,5 bis +2,5 von 20 : 1 bis 1: 1 und bevorzugt von 10 : 1 bis 2:1 beträgt.Advantageous embodiments of the present invention are characterized in that the preparation according to the invention, characterized in that the weight ratio of the total amount of repellent agents having a vapor pressure of at least 3.2 ˙ 10 -4 hPa at 20 ° C to the total amount of substances with a log P value of -2.5 to + 2.5 from 20: 1 to 1: 1 and preferably from 10: 1 to 2: 1.
Es ist erfindungsgemäß, wenn als Repellent-Vfirkston mit einem Dampfdruck von mindestens 3,2 10-4 hPa bei 20 °C 1-Piperidincarboxylsäure 2-(2-hydroxyethyl)-1-methylpropylester (INN: Icaridin) eingesetzt wird.It is in accordance with the invention if 2- (2-hydroxyethyl) -1-methylpropyl ester (INN: icaridine) is used as the repellent Vfirkston with a vapor pressure of at least 3.2 10 -4 hPa at 20 ° C. 1-piperidinecarboxylic acid.
Es ist erfindungsgemäß, wenn als Substanzen mit einem log P-Wert von -2,5 bis +2,5 eine oder mehrere Verbindungen gewählt aus der Gruppe mehrwertige Alkohole, lineare Alkohole, verzweigte Alkohole, C5-C10 Alkylalkohole, Polyglycerine, eingesetzt werden.It is in accordance with the invention if one or more compounds selected from the group consisting of polyhydric alcohols, linear alcohols, branched alcohols, C 5 -C 10 -alkyl alcohols, polyglycerols are used as substances having a log P value of from about 2.5 to about 2.5.
Es ist erfindungsgemäß bevorzugt, wenn als Substanzen mit einem log P-Wert von -2,5 bis +2,5 eine oder mehrere Verbindungen gewählt aus der Gruppe C5-C10 Alkylalkohole und verzweigten Alkohole, eingesetzt werden.It is preferred according to the invention if one or more compounds selected from the group C5-C10 alkyl alcohols and branched alcohols are used as substances having a log P value of from about 2.5 to about 2.5.
Erfindungsgemäß besonders bevorzugt ist der Einsatz von C5-C10 Alkylalkoholen als Substanz mit einem log P-Wert von -2,5 bis +2.5.Particularly preferred according to the invention is the use of C5-C10 alkyl alcohols as substance with a log P value of -2.5 to +2.5.
Die erfindungsgemäße kosmetische Zubereitung sind erfindungsgemäß vorteilhaft dadurch gekennzeichnet, das die Zubereitung in Form einer wässrigen oder wässrig-alkoholischen Lösung, einer Emulsion (W/O, OIW, W/S, S/W oder multiple Emulsion), einer Dispersion, einer Pickering-Emulsion vorliegt. Dabei ist es
Die Zubereitung kann erfindungsgemäß vorteilhaft in Form einer dünnflüssigen, sprühfähigen wässrigen oder wässrig-alkoholischen Lösung, in Form eines Gels, als Salbe, Creme oder Lotion (ggf. sprühbar) vorliegen.According to the invention, the preparation may advantageously be present in the form of a low-viscosity, sprayable aqueous or aqueous-alcoholic solution, in the form of a gel, as an ointment, cream or lotion (if desired sprayable).
Die Zubereitung kann erfindungsgemäß vorteilhaft auch als Spray oder als Tränkungsmedium für ein Pflaster oder Tuch eingesetzt werden. Daher sind auch Pflaster und Tücher getränkt mit der erfindungsgemäßen Zubereitung, erfindungsgemäß.According to the invention, the preparation can advantageously also be used as a spray or as a soaking medium for a plaster or cloth. Therefore, plasters and wipes are impregnated with the preparation according to the invention, according to the invention.
Die Wasserphase der erfindungsgemäßen Zubereitungen kann vorteilhaft übliche kosmetische Hilfsstoffe enthalten, wie beispielsweise Alkohole, insbesondere solche niedriger C-Zahl, vorzugsweise Ethanol und/oder Isopropanol, Diole oder Polyole niedriger C-Zahl sowie deren Ether, vorzugsweise Propylenglykol, Glycerin, Ethylenglykol, Ethylenglykolmonoethyl- oder -monobutylether, Propylenglykolmonomethyl, -monoethyl- oder -monobutylether, Diethylenglykolmonomethyl- oder -monoethylether und analoge Produkte, Polymere, Schaumstabilisatoren, Elektrolyte, Selbstbräuner sowie insbesondere ein oder mehrere Verdickungsmittel, welches oder welche vorteilhaft gewählt werden können aus der Gruppe Siliciumdioxid, Aluminiumsilikate, Polysaccharide bzw. deren Derivate, z. B. Hyaluronsäure, Xanthangummi, Hydroxypropylmethylcellulose, besonders vorteilhaft aus der Gruppe der Polyacrylate, bevorzugt ein Polyacrylat aus der Gruppe der sogenannten Carbopole, beispielsweise Carbopole der Typen 980, 981, 1382, 2984, 5984, jeweils einzeln oder in Kombination.The aqueous phase of the preparations according to the invention may advantageously contain customary cosmetic auxiliaries, for example alcohols, in particular those of low C number, preferably ethanol and / or isopropanol, diols or polyols of low C number and their ethers, preferably propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products, polymers, foam stabilizers, electrolytes, self-tanning agents, and in particular one or more thickening agents, which may be advantageously selected from the group of silicon dioxide, aluminum silicates, Polysaccharides or their derivatives, for. As hyaluronic acid, xanthan gum, hydroxypropylmethylcellulose, particularly advantageous from the group of polyacrylates, preferably a polyacrylate from the group of so-called carbopols, for example Carbopols types 980, 981, 1382, 2984, 5984, each individually or in combination.
Eine eventuell vorhandene Ölphase kann alle herkömmlichen Bestandteile von in der Kosmetik eingesetzten Öl-, Fett- und Wachskomponenten enthalten.Any oil phase present may contain all conventional ingredients of oil, fat and wax components used in cosmetics.
Als Emulgatoren können alle aus der Kosmetik bekannten Emulgatoren und Emulgatorsysteme eingesetzt werden.As emulsifiers, it is possible to use all emulsifiers and emulsifier systems known from cosmetics.
Neben den erfindungsgemäßen Repellent-Wirkstoffen kann die erfindungsgemäße Zubereitung weitere kosmetische Wirk- und Pflegestoffe enthalten, beispielsweise die nach der Kosmetikverordnung zugelassenen UV-Lichtschutzfilter, und Konservierungsmittel bzw. Konservierungshelfer. Derartige Wirkstoffe können erfindungsgemäß vorteilhaft in Konzentrationen von 0,01 bis 30 Gew-%, bezogen auf das Gesamtgewicht der Zubereitung in dieser enthalten sein.In addition to the repellent active ingredients according to the invention, the preparation according to the invention may contain other cosmetic active ingredients and care substances, for example the UV light protection filters authorized according to the Cosmetics Ordinance, and preservatives or preserving aids. According to the invention, such active ingredients may advantageously be present in concentrations of 0.01 to 30% by weight, based on the total weight of the preparation in this.
Als weitere Pflegestoffe können insbesondere Niacinamid, Panthenol, Aloe vera, Hammamelis-Extrakt, Polidocanol, Vitamin E, Vitamin E-Derivate, Vitamin A, Vitamin A-Derivate, Vitamin C, Vitamin C-Derivate, Coenzym Q10, Kreatin, Taurin, Alphaglycosylrutin und/oder in Konzentrationen von 0,1 bis 30 Gewichts-%, bezogen auf das Gesamtgewicht der Zubereitung eingesetzt werden.In particular, niacinamide, panthenol, aloe vera, Hammamelis extract, polidocanol, vitamin E, vitamin E derivatives, vitamin A, vitamin A derivatives, vitamin C, vitamin C derivatives, coenzyme Q10, creatine, taurine, alphaglycosylrutin can be used as further care substances and / or in concentrations of 0.1 to 30% by weight, based on the total weight of the preparation.
Erfindungsgemäß besonders bevorzugt enthält die erfindungsgemäße Zubereitung als weitere Bestandteile Alpha-Hydroxysäuren und/oder deren Salze. Dabei werden erfindungsgemäß bevorzugt Milchsäure/Lactate oder Zitronensäure/Citrate in einer Konzentration von 0,01 bis 5 Gewichts-%, bezogen auf das Gesamtgewicht der Zubereitung eingesetzt.According to the invention, the preparation according to the invention particularly preferably contains alpha-hydroxy acids and / or salts thereof as further constituents. Lactic acid / lactates or citric acid / citrates are preferably used according to the invention in a concentration of 0.01% to 5% by weight, based on the total weight of the preparation.
Es ist erfindungsgemäß vorteilhaft, wenn die erfindungsgemäße kosmetische Zubereitung frei ist von Parabenen.It is advantageous according to the invention if the cosmetic preparation according to the invention is free from parabens.
Das erfindungsgemäße Packmittel liegt erfindungsgemäß vorteilhaft in Form einer Tube oder einer Kunststoff-Flasche vor. Dabei sind Kunststoff-Flaschen erfindungsgemäß bevorzugt. Eine erfindungsgemäß besonders bevorzugte Ausführungsform stellen Kunststoff-Flaschen mit aufgesetztem Pumpspender dar, mit welchem die erfindungsgemäße Zubereitung aus dem Packmittel gefördert und ggf. versprüht werden kann.The packaging according to the invention is advantageously present in the form of a tube or a plastic bottle. Plastic bottles are inventively preferred. An embodiment which is particularly preferred according to the invention represents plastic bottles with an attached pump dispenser with which the preparation according to the invention can be conveyed from the packaging material and, if necessary, sprayed.
Erfindungsgemäß ist der Einsatz von "high density polyethylene" d.h. Polyethylen hoher Dichte (HDPE nach DIN 7728, Tl. 1, 01/1988).According to the invention, the use of "high density polyethylene" i. High density polyethylene (HDPE according to DIN 7728, Tl. 1, 01/1988).
Erfindungsgemäß ist insbesondere die Verwendung der erfindungsgemäßen Zubereitung zur Prophylaxe von Mückenstichen und Zeckenbissen.In particular, according to the invention, the use of the preparation according to the invention for the prevention of mosquito bites and tick bites.
Die nachfolgenden Beispiele sollen die vorliegende Erfindung verdeutlichen ohne sie einzuschränken. Die Angaben beziehen sich stets auf Gewichts-%, sofern nicht andere Angaben gemacht werden.
Claims (5)
- Packaging means made of high-density polyethylene (HDPE), comprising a cosmetic preparation comprisinga) 2-(2-hydroxyethyl)-1-methylpropyl 1-piperidine carboxylate (INN: Icaridin) andb) one or more substances with a log P value of from -2.5 to +2.5, selected from the group of polyhydric alcohols, linear alcohols, branched alcohols, C5-C10 alkyl alcohols, polyglycerols.
- Packaging means according to Claim 1, characterized in that the cosmetic preparation comprises 2-(2-hydroxyethyl)-1-methylpropyl 1-piperidine carboxylate (INN: Icaridin) and optionally further repellent active ingredients with a vapour pressure of at least 3.2 · 10-4 hPa at 20°C in a total concentration of 1 to 40% by weight, based on the total weight of the preparation.
- Packaging means according to one of the preceding claims, characterized in that the cosmetic preparation comprises substances with a log P value of from -2.5 to +2.5 in a total concentration of from 0.1 to 20% by weight, based on the total weight of the reparation.
- Packaging means according to one of the preceding claims, characterized in that the weight ratio of the total amount of repellent active ingredients with a vapour pressure of at least 3.2 · 10-4 hPa at 20°C to the total amount of substances with a log P value of from -2.5 to +2.5 is from 20:1 to 1:1.
- Packaging means according to one of the preceding claims, characterized in that the cosmetic preparation is free from parabens.
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DE102005030016A DE102005030016A1 (en) | 2005-06-27 | 2005-06-27 | Skin friendly insect repellent |
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EP1738744A3 EP1738744A3 (en) | 2007-12-26 |
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AT (1) | ATE486577T1 (en) |
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EP3763212B1 (en) | 2019-07-11 | 2021-08-18 | SanderStrothmann GmbH | Arthropoda repellent composition |
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DE102007026053A1 (en) * | 2007-05-31 | 2008-12-04 | Beiersdorf Ag | Insect repellent with good skin compatibility |
DE102014206332A1 (en) * | 2014-04-02 | 2015-10-08 | Beiersdorf Ag | COSMETIC WATER IN OIL EMULSION |
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US5895644A (en) * | 1997-11-20 | 1999-04-20 | Colgate-Palmolive Company | Clear antiperspirant stick with dibenzylidene sorbitol and guar and process of making same |
DE19941933A1 (en) * | 1999-09-03 | 2001-03-15 | Cognis Deutschland Gmbh | Cosmetic composition, used as e.g. sun cream or lotion, comprises thickener, propellant, surfactant and water |
US6180125B1 (en) * | 2000-02-18 | 2001-01-30 | Colgate-Palmolive Company | Low tack cosmetic composition sticks |
AU2002217896A1 (en) * | 2000-11-28 | 2002-06-11 | Avon Products Inc. | Foaming insect repellent compositions |
AU2002219804A1 (en) * | 2000-11-28 | 2002-06-11 | Avon Products Inc. | Water-in-oil insect repellent composition and method of application to the skin |
DE10113334A1 (en) * | 2001-03-20 | 2002-09-26 | Cognis Deutschland Gmbh | Novel quaternary surfactants, with amphoteric betaine or cationic quaternary amide structure, are useful in cosmetic, pharmaceutical, detergent, rinsing or revivifying compositions and have good storage stability |
DE10141471A1 (en) * | 2001-08-29 | 2003-03-20 | Beiersdorf Ag | Stabilization of cosmetic or dermatological preparations that contain active repellent substances |
DE10143080A1 (en) * | 2001-09-03 | 2003-03-20 | Beiersdorf Ag | Synergistic repellent for insects and other pests, useful for protecting skin and hair, comprising combination of conventional repellent and antimicrobial agent as potentiating agent |
JP2005508919A (en) * | 2001-09-29 | 2005-04-07 | バイヤースドルフ・アクチエンゲゼルシヤフト | Cosmetic and dermatological sticks |
US6440402B1 (en) * | 2001-12-14 | 2002-08-27 | Avon Products, Inc. | Photostable sunscreen compositions and methods of stabilizing |
DE60330465D1 (en) * | 2002-07-12 | 2010-01-21 | Johnson & Johnson Gmbh | DRY PRODUCTS WITH AN APPLICATOR AND A WAXING PHASE |
EP1421853A1 (en) * | 2002-11-23 | 2004-05-26 | Beiersdorf AG | Insect repellent composition |
DE10330247A1 (en) * | 2003-05-16 | 2004-12-02 | Henkel Kgaa | Cosmetic composition in single-serving packs |
DE10349666B4 (en) * | 2003-10-24 | 2020-02-06 | Beiersdorf Ag | Insect repellent preparation |
BRPI0415684B1 (en) * | 2003-11-03 | 2015-12-08 | Ciba Sc Holding Ag | stabilized composition and process for stabilizing a body care or household product |
US7276230B2 (en) * | 2003-12-23 | 2007-10-02 | Avon Products, Inc. | Sunscreen compounds and compositions containing same and methods for use thereof |
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Cited By (2)
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EP3763212B1 (en) | 2019-07-11 | 2021-08-18 | SanderStrothmann GmbH | Arthropoda repellent composition |
US11503831B2 (en) | 2019-07-11 | 2022-11-22 | Sanderstrothmann Gmbh | Arthropoda repellent composition |
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ATE486577T1 (en) | 2010-11-15 |
EP1738744A3 (en) | 2007-12-26 |
DE102005030016A1 (en) | 2007-01-11 |
DE502006008212D1 (en) | 2010-12-16 |
ES2352965T3 (en) | 2011-02-24 |
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